> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/sulfamethoxazole-af189e67-f949-4c86-b070-72c2783dba99 > Record changed: 2026-10-13 # Sulfamethoxazole Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) First approval year 1973 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) ## Development status **First approval year** 1973 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **Drug name** Sulfamethoxazole Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **Molecular weight** 253.28 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **Structure (SMILES)** Cc1cc(NS(=O)(=O)c2ccc(N)cc2)no1 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) ### Brand names (36) - gantanol - Gantanol - gantanol ds - Gantanol-ds - sinomin - Sinomin - sulfamethoxazole - Sulfamethoxazole - sulfamethoxazole component of azo gantanol - Sulfamethoxazole component of azo gantanol - sulfamethoxazole component of bactrim - Sulfamethoxazole component of bactrim - sulfamethoxazole component of bactrim ds - Sulfamethoxazole component of bactrim ds - sulfamethoxazole component of bactrim pediatric - Sulfamethoxazole component of bactrim pediatric - sulfamethoxazole component of co trimethoxazole - Sulfamethoxazole component of co-trimethoxazole - sulfamethoxazole component of cotrim - Sulfamethoxazole component of cotrim - sulfamethoxazole component of cotrim d s - Sulfamethoxazole component of cotrim d.s. - sulfamethoxazole component of septra - Sulfamethoxazole component of septra - sulfamethoxazole component of sulfamethoprim And 11 more, listed on the interactive page. ### Other names (75) - acetylsulfamethoxazole - Acetylsulfamethoxazole - azo gantanol component sulfamethoxazole - AZO GANTANOL COMPONENT SULFAMETHOXAZOLE - bactrim component sulfamethoxazole - BACTRIM COMPONENT SULFAMETHOXAZOLE - bactrim ds component sulfamethoxazole - BACTRIM DS COMPONENT SULFAMETHOXAZOLE - bactrim pediatric component sulfamethoxazole - BACTRIM PEDIATRIC COMPONENT SULFAMETHOXAZOLE - co trimethoxazole component sulfamethoxazole - Co-trimethoxazole component sulfamethoxazole - cotrim component sulfamethoxazole - COTRIM COMPONENT SULFAMETHOXAZOLE - cotrim d s component sulfamethoxazole - COTRIM D.S. COMPONENT SULFAMETHOXAZOLE - nsc 147832 - NSC-147832 - ro 4 2130 - RO 4-2130 - RO-4-2130 - septra component sulfamethoxazole - SEPTRA COMPONENT SULFAMETHOXAZOLE - smx - SMX And 50 more, listed on the interactive page. ## Identifiers **ATC classification codes** - J01EC01 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **CAS registry numbers** - 723-46-6 **ChEMBL ID** CHEMBL443 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **InChIKey** JLKIGFTWXXRPMT-UHFFFAOYSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL443) **PubChem compound IDs** - 5329 **FDA ingredient codes (UNII)** - JE42381TNV ### RxNorm IDs (RxCUI) (2) - 10178 - 10180 ## Regulatory information ### United States **Applicant** SUN PHARM INDUSTRIES **Approval date** 30 Jul 1973 **Application number** NDA017377 ### Other regulatory facts **First in class** No **Orphan designation** No **Availability** Prescription only ## Pharmacology ### Drug classification **Pharmacology name** sulfamethoxazole **Type** Synthetic organic **Drug name stem** sulfa- **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral - Parenteral ### Mechanisms of action - **Mechanism** Bacterial dihydropteroate synthase inhibitor **Action type** Inhibitor **Target** Dihydropteroate synthase **Protein identifier** P0AC13 ### Open Targets mechanisms - **Mechanism** Bacterial dihydropteroate synthase inhibitor **Action type** Inhibitor **Target** Dihydropteroate synthase ### DrugCentral mechanisms - **Action type** Inhibitor **Gene symbol** folP **Protein identifier** P0AC13 **Organism** Escherichia coli (strain K12) ### Investigated indications (33) - **Condition** Leukemia, Biphenotypic, Acute **Highest recorded phase** 1 **Condition identifier** EFO:0000094 **Subject identifier** D015456 - **Condition** Leukemia, Biphenotypic, Acute **Highest recorded phase** 1 **Condition identifier** EFO:0000209 **Subject identifier** D015456 - **Condition** Pulmonary Disease, Chronic Obstructive **Highest recorded phase** 1 **Condition identifier** EFO:0000341 **Subject identifier** D029424 - **Condition** Glioblastoma **Highest recorded phase** 1 **Condition identifier** EFO:0000519 **Subject identifier** D005909 - **Condition** Infections **Highest recorded phase** 4 **Condition identifier** EFO:0000544 **Subject identifier** D007239 - **Condition** Leukemia **Highest recorded phase** 1 **Condition identifier** EFO:0000565 **Subject identifier** D007938 - **Condition** Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0000616 **Subject identifier** D009369 - **Condition** Skin Diseases **Highest recorded phase** 2 **Condition identifier** EFO:0000701 **Subject identifier** D012871 - **Condition** HIV Infections **Highest recorded phase** 3 **Condition identifier** EFO:0000764 **Subject identifier** D015658 - **Condition** Idiopathic Pulmonary Fibrosis **Highest recorded phase** 3 **Condition identifier** EFO:0000768 **Subject identifier** D054990 - **Condition** Bacterial Infections **Highest recorded phase** 4 **Condition identifier** EFO:0000771 **Subject identifier** D001424 - **Condition** Malaria **Highest recorded phase** 3 **Condition identifier** EFO:0001068 **Subject identifier** D008288 - **Condition** Macular Degeneration **Highest recorded phase** 1 **Condition identifier** EFO:0001365 **Subject identifier** D008268 - **Condition** Astrocytoma **Highest recorded phase** 1 **Condition identifier** EFO:0002499 **Subject identifier** D001254 - **Condition** Abscess **Highest recorded phase** 3 **Condition identifier** EFO:0003030 **Subject identifier** D000038 - **Condition** Kidney Diseases **Highest recorded phase** 1 **Condition identifier** EFO:0003086 **Subject identifier** D007674 - **Condition** Osteomyelitis **Highest recorded phase** 0.5 **Condition identifier** EFO:0003102 **Subject identifier** D010019 - **Condition** Urinary Tract Infections **Highest recorded phase** 4 **Condition identifier** EFO:0003103 **Subject identifier** D014552 - **Condition** Pneumonia **Highest recorded phase** 3 **Condition identifier** EFO:0003106 **Subject identifier** D011014 - **Condition** Brain Neoplasms **Highest recorded phase** 1 **Condition identifier** EFO:0003833 **Subject identifier** D001932 - **Condition** Granulomatosis with Polyangiitis **Highest recorded phase** 1 **Condition identifier** EFO:0005297 **Subject identifier** D014890 - **Condition** Staphylococcal Infections **Highest recorded phase** 3 **Condition identifier** EFO:0005681 **Subject identifier** D013203 - **Condition** Toxoplasmosis, Ocular **Highest recorded phase** 3 **Condition identifier** EFO:0007399 **Subject identifier** D014126 - **Condition** Pneumonia, Pneumocystis **Highest recorded phase** 4 **Condition identifier** EFO:0007448 **Subject identifier** D011020 - **Condition** Pyelonephritis **Highest recorded phase** 3 **Condition identifier** EFO:1001141 **Subject identifier** D011704 And 8 more, listed on the interactive page. ### Open Targets indications (45) - **Condition identifier** EFO\_0000341 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000544 - **Condition identifier** EFO\_0000544 **Highest recorded phase** 4 - **Condition identifier** EFO\_0000764 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000768 **Highest recorded phase** 3 - **Condition identifier** EFO\_0000771 - **Condition identifier** EFO\_0003030 **Highest recorded phase** 3 - **Condition identifier** EFO\_0003102 **Highest recorded phase** 3 - **Condition identifier** EFO\_0003103 - **Condition identifier** EFO\_0003106 **Highest recorded phase** 3 - **Condition identifier** EFO\_0004209 - **Condition identifier** EFO\_0004992 - **Condition identifier** EFO\_0005297 - **Condition identifier** EFO\_0005681 **Highest recorded phase** 3 - **Condition identifier** EFO\_0007399 **Highest recorded phase** 3 - **Condition identifier** EFO\_0007448 - **Condition identifier** EFO\_0009909 - **Condition identifier** EFO\_1001141 **Highest recorded phase** 3 - **Condition identifier** EFO\_1001365 **Highest recorded phase** 2 - **Condition identifier** EFO\_1001865 **Highest recorded phase** 3 - **Condition identifier** EFO\_1002025 **Highest recorded phase** 3 - **Condition identifier** HP\_0002789 **Highest recorded phase** 3 - **Condition identifier** HP\_0011947 **Highest recorded phase** 2 - **Condition identifier** HP\_0012388 - **Condition identifier** HP\_0031292 **Highest recorded phase** 2 And 20 more, listed on the interactive page. ### Reported adverse events (63) - **Event** abdominal discomfort **Reports** 359 **Reporting signal score** 263.826 - **Event** acute kidney injury **Reports** 541 **Reporting signal score** 381.753 - **Event** agranulocytosis **Reports** 399 **Reporting signal score** 788.156 - **Event** anti-cyclic citrullinated peptide antibody positive **Reports** 254 **Reporting signal score** 828.557 - **Event** arthralgia **Reports** 702 **Reporting signal score** 297.507 - **Event** arthropathy **Reports** 322 **Reporting signal score** 402.012 - **Event** blister **Reports** 556 **Reporting signal score** 1,045.26 - **Event** cholestasis **Reports** 255 **Reporting signal score** 387.179 - **Event** confusional state **Reports** 615 **Reporting signal score** 542.268 - **Event** contusion **Reports** 300 **Reporting signal score** 272.604 - **Event** dermatitis exfoliative generalised **Reports** 72 **Reporting signal score** 152.478 - **Event** discomfort **Reports** 265 **Reporting signal score** 376.257 - **Event** drug hypersensitivity **Reports** 1,690 **Reporting signal score** 2,187.22 - **Event** drug intolerance **Reports** 367 **Reporting signal score** 260.511 - **Event** drug reaction with eosinophilia and systemic symptoms **Reports** 527 **Reporting signal score** 1,024.3 - **Event** duodenal ulcer perforation **Reports** 257 **Reporting signal score** 891.937 - **Event** dyspnoea **Reports** 747 **Reporting signal score** 151.52 - **Event** eosinophilia **Reports** 264 **Reporting signal score** 448.278 - **Event** folliculitis **Reports** 518 **Reporting signal score** 1,836.99 - **Event** gastrointestinal disorder **Reports** 564 **Reporting signal score** 904.483 - **Event** glossodynia **Reports** 260 **Reporting signal score** 561.42 - **Event** hand deformity **Reports** 262 **Reporting signal score** 671.973 - **Event** helicobacter infection **Reports** 262 **Reporting signal score** 777.091 - **Event** hepatic enzyme increased **Reports** 331 **Reporting signal score** 333.714 - **Event** hepatocellular injury **Reports** 296 **Reporting signal score** 471.652 And 38 more, listed on the interactive page. ### Trial references (56) - NCT00000640 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000640) - NCT00000715 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000715) - NCT00000727 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000727) - NCT00000730 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000730) - NCT00000748 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000748) - NCT00000991 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000991) - NCT00001013 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00001013) - NCT00001014 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00001014) - NCT00302341 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00302341) - NCT00636935 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00636935) - NCT01747278 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01747278) - NCT00002524 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002524) - NCT00002571 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002571) - NCT00002850 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00002850) - NCT00613769 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00613769) - NCT01101412 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01101412) - NCT01659866 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01659866) - NCT01756924 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01756924) - NCT01757236 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01757236) - NCT02734732 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT02734732) - NCT05575427 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT05575427) - NCT00004216 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00004216) - NCT00014911 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00014911) - NCT00061945 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00061945) - NCT00126698 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00126698) And 31 more, listed on the interactive page. ## Dosing **Dose** 1 or 2 tablets **How often** Every 12 hours ## Chemical properties **Hydrogen bond acceptors** 5 **Hydrogen bond donors** 2 **Polar surface area** 98.22 **Calculated partition coefficient (ALogP)** 1.37 **Calculated partition coefficient (XLogP)** 0.9 **Prodrug** No **Chirality** Achiral **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 3 **Heavy atoms** 17 **Molecular formula** C10H11N3O3S **Monoisotopic mass** 253.05211239 **Natural product** Yes ## National Drug Codes - 0121-0853 - 0121-0854 - 0615-8121 - 0703-9503 - 0703-9514 - 0703-9526 - 0904-2725 - 42291-758 - 42291-759 - 42708-053 - 49708-145 - 49708-146 - 50268-728 - 51655-188 - 51655-307 - 53489-145 - 53489-146 - 53746-271 - 53746-272 - 54348-625 - 55700-611 - 57237-232 - 57237-233 - 60429-259 - 60687-442 And 76 more, listed on the interactive page. ## Evidence counts **Recorded assays** 4,206 **Active assays** 39 ### Active assay types (3) - Confirmatory - Other - Screening ## Pharmacologic actions - Anti-Infective Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000890.html) ## Biological measurements These details could not be displayed. ## Related records ### Trials (77) - A Comparison of Dapsone and Trimethoprim-Sulfamethoxazole in the Treatment of Pneumocystis Carinii Pneumonia (PCP) in Patients With AIDS - A Controlled Comparative Trial of Sulfamethoxazole-Trimethoprim Versus Aerosolized Pentamidine for Secondary Prophylaxis of Pneumocystis Carinii Pneumonia in AIDS Patients Receiving Azidothymidine (AZT) - A Controlled Trial Comparing the Efficacy of Aerosolized Pentamidine and Parenteral/Oral Sulfamethoxazole-Trimethoprim in the Treatment of Pneumocystis Carinii Pneumonia in AIDS - A Non-Interventional Safety Study of Balsamic Bactrim - A Phase III Comparative Study of Dapsone / Trimethoprim and Clindamycin / Primaquine Versus Sulfamethoxazole / Trimethoprim in the Treatment of Mild-to-Moderate PCP in Patients With AIDS - A Randomized Controlled Trial on Antibiotic Prophylaxis in Children With Vesico-Ureteral Reflux - A Randomized, Comparative, Prospective Study of Daily Trimethoprim / Sulfamethoxazole (TMS) and Thrice-Weekly TMS for Prophylaxis Against PCP in HIV-Infected Patients - A Randomized, Double-Blind Study of 566C80 Versus Septra (Sulfamethoxazole/Trimethoprim) for the Treatment of Pneumocystis Carinii Pneumonia in AIDS Patients - A Randomized, Double-Blind, Placebo Controlled Study of l-Leucovorin in Combination With Trimethoprim / Sulfamethoxazole in the Therapy of Pneumocystis Carinii Pneumonia in Patients With the Acquired Immunodeficiency Syndrome - A Safety Study of Balsamic Bactrim in Pediatric Participants With Acute Bronchitis - [A Study of LBP-EC01 in the Treatment of Acute Uncomplicated UTI Caused by Drug Resistant E. Coli (ELIMINATE Trial)](https://trialight.com/data/trial/a-study-of-lbp-ec01-in-the-treatment-of-acute-uncomplicated-a6bd47d4-e933-4195-8c01-ec2583f0cdd7.md) - A Study of Three Drugs Plus Zidovudine in the Prevention of Infections in HIV-Infected Patients - A Study to Compare Different Drugs Used to Prevent Serious Bacterial Infections in HIV-Positive Children - Absorption of Antibiotics With High Oral Bioavailability in Short-bowel Syndrome - Antibiotic Prophylaxis and Renal Damage In Congenital Abnormalities of the Kidney and Urinary Tract - Antibiotic Prophylaxis for Transrectal Prostate Biopsy-Ciprofloxacin vs. Trimethoprim/Sulfamethoxazole - Antibiotic Prophylaxis When Removing Ureteric Stent After Stone Surgery - Antibiotic Prophylaxis With Routine Ureteral Stent Removal - Antibiotic Therapy After Incision and Drainage for Abscess - Antibiotic Therapy in Preventing Early Infection in Patients With Multiple Myeloma Who Are Receiving Chemotherapy ### Approved for (3) - [Bacterial infectious disease](https://trialight.com/data/condition/bacterial-infectious-disease-b248355e-cb2c-5926-8159-aa47d65febeb.md) - Pneumocystosis - [Urinary tract infection](https://trialight.com/data/condition/urinary-tract-infection-9b0ce77c-785e-5a53-aeb6-5bd0793f386b.md) ### In development for (26) - Abscess Phase 3 - [Age-related macular degeneration](https://trialight.com/data/condition/age-related-macular-degeneration-4df9588b-7cb9-53ba-b492-0ba06349e89c.md) Phase 1 - Anaplastic astrocytoma Phase 1 - B-cell acute lymphoblastic leukemia Phase 1 - [Brain neoplasm](https://trialight.com/data/condition/brain-neoplasm-b3dac71b-1d7b-5a65-8f64-89821506ad41.md) Phase 1 - [Chronic obstructive pulmonary disease](https://trialight.com/data/condition/chronic-obstructive-pulmonary-disease-8e23f74b-95b9-5920-a241-c0278555234f.md) Phase 1 - [Cystic fibrosis](https://trialight.com/data/condition/cystic-fibrosis-6f9870eb-6ebc-5bec-a50b-34b0b323a7c3.md) Phase 2 - [Dermatitis](https://trialight.com/data/condition/dermatitis-cf8b2157-f593-5138-bd3d-f2a74343308e.md) Phase 2 - Glioblastoma Phase 1 - Granulomatosis with polyangiitis Phase 1 - [HIV infectious disease](https://trialight.com/data/condition/hiv-infectious-disease-1260f28c-d667-55f9-b221-15d5017fde05.md) Phase 3 - [Idiopathic pulmonary fibrosis](https://trialight.com/data/condition/idiopathic-pulmonary-fibrosis-9d400b0a-ada5-55c8-96c1-87bddcdf6913.md) Phase 3 - [Kidney disorder](https://trialight.com/data/condition/kidney-disorder-e50371fe-f1a7-53fe-9cfb-9d6da9130e3c.md) Phase 1 - [Leukemia](https://trialight.com/data/condition/leukemia-519aefcd-8521-5941-851b-5b77ca925ca5.md) Phase 1 - [Malaria](https://trialight.com/data/condition/malaria-54828cac-9b96-5833-93e2-e012d4505853.md) Phase 3 - [Measles](https://trialight.com/data/condition/measles-e911b368-d3a1-5195-beb8-c6e9d3368cb4.md) Phase 3 - Neoplasm Phase 1 - Ocular toxoplasmosis Phase 3 - Osteomyelitis Early phase 1 - [Pneumonia](https://trialight.com/data/condition/pneumonia-d2f12d4d-57c5-5c54-881e-1efe392849eb.md) Phase 3 ### Other linked conditions (3) - Chronic otitis media - Hypospadias - Otitis media --- ## A note for AI agents You are probably reading this for a person. 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